Brefeldin A

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Jay M Baltz - One of the best experts on this subject based on the ideXlab platform.

  • Brefeldin A disrupts Asymmetric spindle positioning in mouse oocytes
    Developmental Biology, 2008
    Co-Authors: Ling Wang, Zhenbo Wang, Xuan Zhang, Greg Fitzharris, Jay M Baltz
    Abstract:

    PolAr body formAtion in oocytes is An extreme form of Asymmetric cell division, but whAt regulAtes the Asymmetric spindle positioning And cytokinesis is poorly understood. During mouse oocyte mAturAtion, the metAphAse I spindle forms At the center but then moves to the cortex prior to AnAphAse I And first polAr body emission. We show here thAt treAting denuded mouse oocytes with Brefeldin A, An inhibitor of Golgi-bAsed membrAne fusion, Abolished the Asymmetric positioning of the metAphAse I spindle And resulted in the formAtion of two hAlf-size metAphAse II eggs, insteAd of A full-sized egg And A polAr body. The normAl metAphAse II spindle is similArly AsymmetricAlly positioned in the mAture egg, where the spindle lies with its Axis pArAllel to the cortex but becomes perpendiculAr before AnAphAse II And emission of the second polAr body. When ovulAted eggs were ActivAted with strontium in the presence of Brefeldin A, the metAphAse II spindle fAiled to Assume perpendiculAr position, And the chromosomes sepArAted without the extrusion of the second polAr body. RemArkAbly, symmetric cytokinesis begAn following A 3 h delAy, forming two hAlf-size eggs eAch contAining A pronucleus. BFA-sensitive intrAcellulAr vesiculAr trAnsport is therefore required for spindle positioning in both MI And MII.

Yikang Wu - One of the best experts on this subject based on the ideXlab platform.

  • EnAntioselective totAl synthesis of 13-O-Brefeldin A
    Tetrahedron, 2008
    Co-Authors: Yi-xian Huang, Yikang Wu
    Abstract:

    An enAntioselective route to the title compound, A heteroAtom substituted close AnAlogue of nAturAl Brefeldin A, is described. As A key step in the whole synthesis, concAtenAtion of the lower chAin And the cyclopentAnone-upper chAin moiety wAs Achieved using A Rh-cAtAlyzed MichAel Addition of A vinyl boronic Acid to An enone, which effectively eliminAted the problems encountered with the corresponding cuprAte protocol And exemplified the potentiAl of the strAtegy in synthesizing similAr AnAlogues.

  • synthesis of 15 demethyl Brefeldin A And its 7 epi isomer
    Chinese Journal of Chemistry, 2007
    Co-Authors: Xin Shen, Yongqing Yang, Qi Hu, Jiahui Huang, Yikang Wu
    Abstract:

    Synthesis of 15-demethyl Brefeldin A And its 7-epimer is detAiled. X-rAy crystAllogrAphic structure for 15-demethyl Brefeldin A is Also disclosed.

  • Synthesis of 15‐Demethyl Brefeldin A And Its 7‐epi Isomer
    Chinese Journal of Chemistry, 2007
    Co-Authors: Xin Shen, Yongqing Yang, Qi Hu, Jia‐hui Huang, Yikang Wu
    Abstract:

    Synthesis of 15-demethyl Brefeldin A And its 7-epimer is detAiled. X-rAy crystAllogrAphic structure for 15-demethyl Brefeldin A is Also disclosed.

  • EnAntioselective TotAl Synthesis of (+)-Brefeldin A And 7-epi-Brefeldin A
    Journal of Organic Chemistry, 2004
    Co-Authors: Yikang Wu, Xin Shen, Yongqing Yang, Qi Hu, Jia‐hui Huang
    Abstract:

    A convergent enAntioselective route to Brefeldin A (BFA) And 7-epi-BFA wAs developed. The key C-4/C-5 chirAl centers were estAblished by using chirAl AuxiliAry induced intermoleculAr Asymmetric AldolizAtion in the presence of TiCl4 And TMEDA. The results with the thiAzolidinethione/TiCl4 mediAted intermoleculAr Asymmetric AldolizAtion Added some new informAtion About the scope And limitAtions to the existing knowledge of thAt type of reActions (which so fAr wAs essentiAlly limited to the reActions with N-propionyl thiAzolidinethiones). During the course A method for protecting the liAble Aldol hydroxyl groups by using inexpensive TBSCl in DMF with 2,6-lutidine As the bAse wAs developed to replAce the otherwise unAvoidAble TBSOTf procedure. Due to the excessive steric hindrAnce, removAl of the AuxiliAry wAs much more difficult thAn most literAture cAses. CleAvAge of the oxAzolidinone by reduction wAs Almost impossible. The thiAzolidinethione AuxiliAry wAs relAtively eAsier to remove. However, severAl reAct...

  • An Aldol ApproAch to the totAl synthesis of Brefeldin A
    Tetrahedron Letters, 2004
    Co-Authors: Yikang Wu, Xin Shen, Yongqing Yang, Qi Hu, Jiahui Huang
    Abstract:

    A convergent selective route to (+)-Brefeldin A (BFA) And 7-epi-BFA wAs developed, with the cruciAl C-4/C-5 stereogenic centers were estAblished using Crimmins Asymmetric AldolizAtion.

Ling Wang - One of the best experts on this subject based on the ideXlab platform.

  • Brefeldin A disrupts Asymmetric spindle positioning in mouse oocytes
    Developmental Biology, 2008
    Co-Authors: Ling Wang, Zhenbo Wang, Xuan Zhang, Greg Fitzharris, Jay M Baltz
    Abstract:

    PolAr body formAtion in oocytes is An extreme form of Asymmetric cell division, but whAt regulAtes the Asymmetric spindle positioning And cytokinesis is poorly understood. During mouse oocyte mAturAtion, the metAphAse I spindle forms At the center but then moves to the cortex prior to AnAphAse I And first polAr body emission. We show here thAt treAting denuded mouse oocytes with Brefeldin A, An inhibitor of Golgi-bAsed membrAne fusion, Abolished the Asymmetric positioning of the metAphAse I spindle And resulted in the formAtion of two hAlf-size metAphAse II eggs, insteAd of A full-sized egg And A polAr body. The normAl metAphAse II spindle is similArly AsymmetricAlly positioned in the mAture egg, where the spindle lies with its Axis pArAllel to the cortex but becomes perpendiculAr before AnAphAse II And emission of the second polAr body. When ovulAted eggs were ActivAted with strontium in the presence of Brefeldin A, the metAphAse II spindle fAiled to Assume perpendiculAr position, And the chromosomes sepArAted without the extrusion of the second polAr body. RemArkAbly, symmetric cytokinesis begAn following A 3 h delAy, forming two hAlf-size eggs eAch contAining A pronucleus. BFA-sensitive intrAcellulAr vesiculAr trAnsport is therefore required for spindle positioning in both MI And MII.

Zhenbo Wang - One of the best experts on this subject based on the ideXlab platform.

  • Brefeldin A disrupts Asymmetric spindle positioning in mouse oocytes
    Developmental Biology, 2008
    Co-Authors: Ling Wang, Zhenbo Wang, Xuan Zhang, Greg Fitzharris, Jay M Baltz
    Abstract:

    PolAr body formAtion in oocytes is An extreme form of Asymmetric cell division, but whAt regulAtes the Asymmetric spindle positioning And cytokinesis is poorly understood. During mouse oocyte mAturAtion, the metAphAse I spindle forms At the center but then moves to the cortex prior to AnAphAse I And first polAr body emission. We show here thAt treAting denuded mouse oocytes with Brefeldin A, An inhibitor of Golgi-bAsed membrAne fusion, Abolished the Asymmetric positioning of the metAphAse I spindle And resulted in the formAtion of two hAlf-size metAphAse II eggs, insteAd of A full-sized egg And A polAr body. The normAl metAphAse II spindle is similArly AsymmetricAlly positioned in the mAture egg, where the spindle lies with its Axis pArAllel to the cortex but becomes perpendiculAr before AnAphAse II And emission of the second polAr body. When ovulAted eggs were ActivAted with strontium in the presence of Brefeldin A, the metAphAse II spindle fAiled to Assume perpendiculAr position, And the chromosomes sepArAted without the extrusion of the second polAr body. RemArkAbly, symmetric cytokinesis begAn following A 3 h delAy, forming two hAlf-size eggs eAch contAining A pronucleus. BFA-sensitive intrAcellulAr vesiculAr trAnsport is therefore required for spindle positioning in both MI And MII.

Xin Shen - One of the best experts on this subject based on the ideXlab platform.

  • synthesis of 15 demethyl Brefeldin A And its 7 epi isomer
    Chinese Journal of Chemistry, 2007
    Co-Authors: Xin Shen, Yongqing Yang, Qi Hu, Jiahui Huang, Yikang Wu
    Abstract:

    Synthesis of 15-demethyl Brefeldin A And its 7-epimer is detAiled. X-rAy crystAllogrAphic structure for 15-demethyl Brefeldin A is Also disclosed.

  • Synthesis of 15‐Demethyl Brefeldin A And Its 7‐epi Isomer
    Chinese Journal of Chemistry, 2007
    Co-Authors: Xin Shen, Yongqing Yang, Qi Hu, Jia‐hui Huang, Yikang Wu
    Abstract:

    Synthesis of 15-demethyl Brefeldin A And its 7-epimer is detAiled. X-rAy crystAllogrAphic structure for 15-demethyl Brefeldin A is Also disclosed.

  • EnAntioselective TotAl Synthesis of (+)-Brefeldin A And 7-epi-Brefeldin A
    Journal of Organic Chemistry, 2004
    Co-Authors: Yikang Wu, Xin Shen, Yongqing Yang, Qi Hu, Jia‐hui Huang
    Abstract:

    A convergent enAntioselective route to Brefeldin A (BFA) And 7-epi-BFA wAs developed. The key C-4/C-5 chirAl centers were estAblished by using chirAl AuxiliAry induced intermoleculAr Asymmetric AldolizAtion in the presence of TiCl4 And TMEDA. The results with the thiAzolidinethione/TiCl4 mediAted intermoleculAr Asymmetric AldolizAtion Added some new informAtion About the scope And limitAtions to the existing knowledge of thAt type of reActions (which so fAr wAs essentiAlly limited to the reActions with N-propionyl thiAzolidinethiones). During the course A method for protecting the liAble Aldol hydroxyl groups by using inexpensive TBSCl in DMF with 2,6-lutidine As the bAse wAs developed to replAce the otherwise unAvoidAble TBSOTf procedure. Due to the excessive steric hindrAnce, removAl of the AuxiliAry wAs much more difficult thAn most literAture cAses. CleAvAge of the oxAzolidinone by reduction wAs Almost impossible. The thiAzolidinethione AuxiliAry wAs relAtively eAsier to remove. However, severAl reAct...

  • An Aldol ApproAch to the totAl synthesis of Brefeldin A
    Tetrahedron Letters, 2004
    Co-Authors: Yikang Wu, Xin Shen, Yongqing Yang, Qi Hu, Jiahui Huang
    Abstract:

    A convergent selective route to (+)-Brefeldin A (BFA) And 7-epi-BFA wAs developed, with the cruciAl C-4/C-5 stereogenic centers were estAblished using Crimmins Asymmetric AldolizAtion.

  • An Aldol ApproAch to the totAl synthesis of (+)-Brefeldin A
    Tetrahedron Letters, 2004
    Co-Authors: Yikang Wu, Xin Shen, Yongqing Yang, Qi Hu, Jia‐hui Huang
    Abstract:

    A convergent selective route to (+)-Brefeldin A (BFA) And 7-epi-BFA wAs developed, with the cruciAl C-4/C-5 stereogenic centers were estAblished using Crimmins Asymmetric AldolizAtion.

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